Polycyclo Ring System Having The Asymmetrical Triazine Ring As One Of The Cyclos Patents (Class 544/183)
  • Patent number: 4921527
    Abstract: The invention relates to sulfonylurea compounds with a substituted or unsubstituted bicyclic nine-membered ring having one to five heteroatoms which are preemergent and/or postemergent herbicides or plant growth regulants.
    Type: Grant
    Filed: May 4, 1988
    Date of Patent: May 1, 1990
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Chi-Ping Tseng
  • Patent number: 4895942
    Abstract: Novel epoxyalkoxy-containing [4.4] spirodilactams having ring nitrogen atoms in the 1- and the 6- ring positions and having a substituent on each ring nitrogen atom, at least one of which substituents contains an epoxyalkyl moiety. Such epoxy compounds are produced by reaction of a 1-halo-2,3-epoxyalkane and the corresponding hydroxy-containing spirodilactam followed by treatment with strong base.
    Type: Grant
    Filed: September 16, 1988
    Date of Patent: January 23, 1990
    Assignee: Shell Oil Company
    Inventor: Pen C. Wang
  • Patent number: 4871846
    Abstract: A process for the preparation of condensed as-triazinium derivatives of the formula I ##STR1## and isomers thereof, wherein R.sub.1 inter alia is an alkyl group, R.sub.2 inter alia is hydrogen or an alkyl group and R.sub.3 is hydrogen and where Z is a group of the formula a or b ##STR2## which comprises reacting a compound of the formula II ##STR3## where Y is a group of the formula c or d ##STR4## with a compound of the formula IIaNH.sub.2 --CO--R.sub.2 (IIa)in the presence of a dehydrating agent. The advantage of the process is that it consists of fewer reaction steps and provides higher yields than the known methods. The compounds of formula I are pharmaceutically active known derivatives.
    Type: Grant
    Filed: April 28, 1987
    Date of Patent: October 3, 1989
    Assignee: EGIS Gyogyszergyar
    Inventors: Sandor Batori, Gyorgy Hajos, Andras Messmer, Pal Benko, Laszlo Pallos, Lujza Petocz, Katalin Grasser, Ibolya Kosoczky, Eniko Szirt nee Kiszelly
  • Patent number: 4806641
    Abstract: The invention relates to salts of 3-hydroxy-4-oxo-3,4-dihydro-1,2,3-benzotriazine (HOObt) and compounds containing a primary amino group, a process for their preparation and their use.
    Type: Grant
    Filed: June 6, 1985
    Date of Patent: February 21, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Alexander Volk, Wolfgang Konig
  • Patent number: 4753940
    Abstract: The invention relates to novel phenylcarbamoylbarbituric acid derivatives of the general formula ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.3 alkoxy, allyl or C.sub.3 -C.sub.6 cycloalkyl,R.sub.2 is C.sub.1 -C.sub.4 alkyl or allyl,R.sub.3 is an unsubstituted or substituted heteroaromatic 6-membered ring which contains 2 or 3 nitrogen atoms, or is an unsubstituted or substituted heteroaromatic 6-membered ring which is fused to a benzene ring and which contains 1 to 3 nitrogen atoms,R.sub.4 and R.sub.5 are each independently of the other hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.3 haloalkyl andX is an oxygen or sulfur atom,and to the tautomers and salts thereof.These compounds may be used for controlling helminths which are parasites of animals.
    Type: Grant
    Filed: February 7, 1986
    Date of Patent: June 28, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Elmar Sturm, Jean J. Gallay, Georg Pissiotas
  • Patent number: 4753938
    Abstract: The invention relates to new compounds of the general Formula I ##STR1## and isomers thereof wherein R.sub.1 is C.sub.1-10 alkyl, C.sub.3-6 cycloalkyl or phenyl, naphthyl or phenyl-(C.sub.1-4 alkyl), wherein the aryl ring of the three latter groups may optionally bear one or more halogen, nitro, trifluoromethyl, amino, hydroxy, C.sub.1-4 alkyl and/or C.sub.1-4 alkoxy substituent(s);R.sub.2 stands for hydrogen, halogen, hydroxy, oxo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, phenyl or naphthyl, wherein the two latter groups may optionally bear one or more halogen, nitro, trifluoromethyl, amino, hydroxy, C.sub.1-4 alkyl and/or C.sub.1-4 alkoxy substituent(s);R.sub.3 represents hydrogen, hydroxy or C.sub.1-4 alkoxy;Z is buta-1,3-dienyl or a group of the general Formula (a) ##STR2## or (b) ##STR3## and X is hydrogen or halogen.The compounds of the general Formula I possess useful pharmacological properties, particularly antidepressant and antiarrhythmial effect.
    Type: Grant
    Filed: October 15, 1985
    Date of Patent: June 28, 1988
    Assignee: Richter Gedeon Vegyeszeti Gyar Rt.
    Inventors: Andras Messmer, Sandor Batori, Gyorgy Hajos, Pal Benko, Laszlo Pallos, Lujza Petocz, Katalin Grasser, Eniko Szirt nee Kiszelly
  • Patent number: 4741765
    Abstract: Benzenesulfonamide compounds such as N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-1,4-dihydro-3-methyl-4 -oxo-1-phenyl-indeno[1,2-C]pyrazole-5-sulfonamide and N-[(4-methoxy-6-methyl-pyrimidin-2-yl)aminocarbonyl]-1,4-dihydro-3-methyl- 4-oxo-1-phenyl-indeno[1,2-C]pyrazole-5-sulfonamide, agricultural compositions containing them, and their herbicidal utility are disclosed.
    Type: Grant
    Filed: April 3, 1987
    Date of Patent: May 3, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Robert J. Pasteris, Ramaurthi Muthukrishnan
  • Patent number: 4697013
    Abstract: A one step process for the preparation of compounds having antidepressant activity of the formula I ##STR1## and isomers thereof, wherein R.sub.1, R.sub.2, Z and A.sup.- have the meanings indicated in the claims, which process comprises: heating a compound of the formula II ##STR2## wherein Z, A.sup.-, R.sub.1 and R.sub.2 have the meanings set out in the claims and R.sub.3 stands for hydrogen or C.sub.1-4 alkyl, in the presence of a dehydrating agent to split off a compound of the formula R.sub.3 OH. The invention is also directed to compounds of the formula I, wherein R.sub.2 is halogen and to compositions containing a compound of the formula I which exhibit antidepressant activity.
    Type: Grant
    Filed: September 20, 1984
    Date of Patent: September 29, 1987
    Assignee: Egyt Gyogyszervegyeszeti Gyar
    Inventors: Andras Messmer, Sandor Batori, Gyorgy Hajos, Pal Benko, Laszlo Pallos, Lujza Petocz, Grasser Katalin, Ibolya Kosoczky
  • Patent number: 4680293
    Abstract: Novel 3-heteroarylalkyl-1,2,3-benzotriazin-4(3H)-ones, having the structural formula: ##STR1## wherein A is a divalent moiety of the formula: ##STR2## wherein n is an integer from 3 to 10, inclusive; R.sub.1 and R.sub.2 may be the same or different and may be selected from the group consisting of hydrogen, halogen, trifluoromethyl, alkoxy having from one to four carbon atoms, alkyl having from one to four carbon atoms, nitro and amino; wherein Heteroaryl is ##STR3## wherein R.sub.3 and R.sub.4 may be hydrogen, alkyl having from one to four carbon atoms or phenyl and X is CH or N; together with the pharmaceutically acceptable salts thereof; processes for their preparation and their use in treating prostaglandin-related vascular disorders including ischemic heart disease, transient ischemic attack, thrombosis, migraine and hypertension.
    Type: Grant
    Filed: March 3, 1986
    Date of Patent: July 14, 1987
    Assignee: American Cyanamid Company
    Inventors: William B. Wright, Jr., Andrew S. Tomcufcik, Joseph W. Marsico, Jr.
  • Patent number: 4640708
    Abstract: Compounds of the formula ##STR1## wherein: R.sup.5 is a bicyclic aryl or nitrogen-containing heteroaryl ring system such as naphthyl, quinolyl, isoquinolyl or tetrahydroisoquinolyl, optionally substituted by a wide variety of groups;R.sup.4 and R.sup.1 are preferably hydrogen but may be other groups andR.sup.2 and R.sup.3 are selected from alkyl, haloalkyl, alkenyl, haloalkenyl and alkynyl, show high general grass-killing activity with good selectivity to many broad-leaf crops and in some instances selectivity to small-grain cereals. Processes for the preparation of compounds of formula I, intermediates in the preparation of compounds I and the herbicidal properties of compounds I are described.
    Type: Grant
    Filed: March 20, 1984
    Date of Patent: February 3, 1987
    Assignee: ICI Australia Limited
    Inventors: Graham J. Bird, Graeme J. Farquharson, Keith G. Watson
  • Patent number: 4612319
    Abstract: A compound of formula (I), or a pharmaceutically acceptable salt, or N-oxide thereof, or a solvate of any of the foregoing: ##STR1## wherein p is 0 to 2; q is 0 to 3; j is 0 to 4;one of R.sub.5 and R.sub.6 is hydrogen, C.sub.1-6 alkyl, phenyl or phenyl-C.sub.1-3 alkyl, which phenyl moieties may be substituted by C.sub.1-6 alkyl, C.sub.1-6 alkoxy, CF.sub.3 or halogen;and the other of R.sub.5 and R.sub.6 is hydrogen or C.sub.1-6 alkyl; andA is of formula (II): ##STR2## wherein R.sub.2, R.sub.3 and R.sub.4 are each independently selected from hydrogen, halogen, CF.sub.3 C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkylthio, C.sub.1-7 acyl, C.sub.1-7 carboxylic acylamino, C.sub.1-6 alkylsulphonylamino, N-(C.sub.1-6 alkylsulphonyl)-N-C.sub.1-4 alkylamino, C.sub.1-6 alkylsulphonyl, C.sub.1-6 alkylsulphinyl, hydroxy, nitro or amino, aminocarbonyl, aminosulphonyl, aminosulphonylamino or N-(aminosulphonyl)-C.sub.1-4 alkylamino optionally N-substituted by one or two groups selected from C.sub.1-6 alkyl, C.sub.
    Type: Grant
    Filed: April 12, 1983
    Date of Patent: September 16, 1986
    Assignee: Beecham Group p.l.c.
    Inventor: Francis D. King
  • Patent number: 4602018
    Abstract: The invention relates to new condensed as-triazine derivatives of the general Formula I ##STR1## and isomers thereof (wherein R.sub.1 stands for C.sub.1-10 alkyl or phenyl or naphthyl, wherein the two latter groups may be optionally substituted by one or more halogen, nitro, amino, hydroxy, C.sub.1-4 alkyl and/or C.sub.1-4 alkoxy substituent(s);R.sub.2 is hydrogen, C.sub.1-4 alkyl, hydroxy, halogen or phenyl or naphthyl, wherein the two latter groups may be optionally substituted by one or more halogen, nitro, amino, hydroxy, C.sub.1-4 alkyl and/or C.sub.1-4 alkoxy substituent(s);R.sub.3 represents hydrogen or C.sub.1-4 alkyl;Z is buta-1,3-dienyl or a group of the Formula (a) ##STR2## and A.sup.- is an anion).The compounds of the general Formula I possess useful pharmacological properties, particularly antiarrhythmial and antidepressant effect.
    Type: Grant
    Filed: September 20, 1984
    Date of Patent: July 22, 1986
    Assignee: Egyt Gyogyszevegyeszeti Gyar
    Inventors: Andras Messmer, Sandor Batori, Gyorgy Hajos, Pal Benko
  • Patent number: 4581449
    Abstract: A novel method of preparing ethyl{6-[ethyl-(2-hydroxypropyl)amino]-3-pyridazinyl}hydrazinecarboxylate is disclosed, wherein 7-chloro-3-methyl-4-oxo-4H-pyridazino[6,1-c][1,2,4]triazine is treated with ethyl-(2-hydroxypropyl)amine. The corresponding amino derivative is hydrolized in mild conditions and the hydrazino compound thus obtained is suitably acylated.
    Type: Grant
    Filed: April 16, 1984
    Date of Patent: April 8, 1986
    Assignee: I.S.F. S.p.A.
    Inventors: Francesco Parravicini, Mario Pinza
  • Patent number: 4561881
    Abstract: A pollen suppressant of the formula ##STR1## wherein R.sup.1 and R.sup.4 independently represent C.sub.1 -C.sub.4 alkyl, phenyl, naphthyl, or phenyl or naphthyl substituted with one to three substituents selected from the group consisting of halogen, trihalomethyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, and cyano; R.sup.2 is ##STR2## where R.sup.5 is a C.sub.1 -C.sub.12 alkyl group, optionally substituted with one or more halogen atoms, or an aryl group selected from the group consisting of 6-membered rings containing 0-3 nitrogens and fused bicyclic 10-membered rings containing 6 atoms in each ring and 0-3 nitrogens per ring with the remaining atoms in the ring or rings of said aryl group being carbon atoms, said aryl group being optionally substituted with a C.sub.1 -C.sub.4 alkyl group or an electron-withdrawing group, R.sup.3 is hydrogen, a halogen a C.sub.1 -C.sub.4 alkyl group, a carboxy group or an agronomically acceptable alkali metal salt thereof, or a group of the formula --COOR.sup.
    Type: Grant
    Filed: September 14, 1983
    Date of Patent: December 31, 1985
    Assignee: Lafarge Coppee
    Inventors: Jeffrey N. Labovitz, Lawrence Fang
  • Patent number: 4560752
    Abstract: Novel 5-(substituted amino)phenoxyalkyl-, phenylthioalkyl-, phenylsulfinylalkyl-, and phenylsulfonylalkylphosphinates and phosphonates, synthesis thereof, intermediates therefor, and the use of said novel compounds for the control of weeds.
    Type: Grant
    Filed: June 28, 1984
    Date of Patent: December 24, 1985
    Assignee: Zoecon Corporation
    Inventor: Shy-Fuh Lee
  • Patent number: 4560688
    Abstract: Antihistamines of the formula ##STR1## wherein ##STR2## is a 5 or 6 membered ring which is phenyl or heterocyclic; ##STR3## is a six membered ring which is 2,3, or 4 pyridyl or is phenyl or substituted phenyl, with the proviso that is ##STR4## is a nitrogen containing ring, ##STR5## must be phenyl; Z is an alkylene chain having 0 to 2 carbon atoms in the chain, said 2 carbon chain optionally having one double bond, said chain optionally having either a carbonyl oxygen, or a hydroxy group as a substituent; W is ##STR6## wherein p is 1 or 2 and n is 1 or 2, R.sup.1 is C.sub.1 to C.sub.6 alkyl, R.sup.2 is hydrogen or C.sub.1 to C.sub.6 alkyl, and the dotted line represents an optional double bond, R.sup.2 being absent if the double bond is present, and Y is substiuted carboxylate or substituted sulfonyl. Said antihistamines have little or no sedative effects.
    Type: Grant
    Filed: February 8, 1984
    Date of Patent: December 24, 1985
    Assignee: Schering Corporation
    Inventor: Frank J. Villani
  • Patent number: 4552878
    Abstract: This invention relates to benzo- and thieno-triazine-1,2,3 ones-4 represented by the formula ##STR1## in which m is 2, 3 or 4, X is the vinylene group --CH.dbd.CH-- or a sulfur atom; R.sub.1 and R.sub.2 can be alike or different and are hydrogen, halogen, a lower alkyl radical, lower alkoxy radical or trifluoromethyl radical; when X is --CH--CH-- n is 0, 1 or 2 and R is hydrogen, halogen, a lower alkyl radical, lower alkoxy radical or nitro group; when X is a sulfur atom, R is hydrogen or constitutes a --CH.sub.2 --.sub.4 chain between the two open positions of the thiophenic ring. The compounds are useful as antidepressant drugs.
    Type: Grant
    Filed: September 19, 1983
    Date of Patent: November 12, 1985
    Assignee: Lipha, Lyonnaise Industrielle Pharmaceutique
    Inventors: Gerard Ferrand, Herve Dumas, Michel Bayssat, Jean-Claude Depin
  • Patent number: 4520023
    Abstract: The new 3-(3-iodopropargyl)-benzo-1,2,3-triazin-4-ones can be prepared by reacting benzo-1,2,3-triazin-4-ones with a propargyl compound. The new compounds can be used as active compounds in microbicidal agents.
    Type: Grant
    Filed: November 4, 1983
    Date of Patent: May 28, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Georg Schmitt, Wilfried Palus, Hermann Genth
  • Patent number: 4510311
    Abstract: The invention relates to compounds of the formula ##STR1## or isomeric mixtures thereof, wherein A represents a quasiaromatic heterocyclic radical,B represents a radical of the formulae ##STR2## n represents 0, 1, 2 or 3, preferably 0-2, R.sub.1 represents hydrogen, CN, R or acyl,R.sub.2 represents hydrogen, halogen, --OR, --NHR, --N(R').sub.2 or NHCOR,R' represents alkyl andR represents R', alkenyl, aralkyl, cycloakyl or aryl.They are valuable optical brighteners and/or laser dyes and some of them are intermediate products for preparing these end products.
    Type: Grant
    Filed: January 14, 1983
    Date of Patent: April 9, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventor: Udo Eckstein
  • Patent number: 4497950
    Abstract: This application relates to the use of certain dihydro-benzotriazine compounds as photographic silver halide developing agents and to photographic processes, products and compositions which utilize the same. The compounds are effective developers in acid environment as well as in basic environment. Also described are novel dihydro-benzotriazine compounds.
    Type: Grant
    Filed: September 28, 1983
    Date of Patent: February 5, 1985
    Assignee: Polaroid Corporation
    Inventor: Emmett S. McCaskill
  • Patent number: 4419355
    Abstract: The invention relates to new condensed as-triazine derivatives of the general formula (I) ##STR1## wherein Z represents a buta-1,3-dienyl group or a group of the formula (a), (b), (c) or (d) ##STR2## R.sub.1 denotes a C.sub.1-10 alkyl group, an oxo group or a C.sub.6-10 aryl or C.sub.6-10 aryl-(C.sub.1-3 alkyl) group optionally substituted by one or more identical or different substituents selected from the group consisting of amino, nitro, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxy and halogen,R.sub.2 stands for hydrogen, C.sub.1-10 alkyl or amino,R.sub.3 represents hydrogen, C.sub.1-10 alkyl or C.sub.6-10 aryl or C.sub.6-10 aryl-(C.sub.1-3 alkyl) optionally substituted by one or more identical or different substituents selected from the group consisting of nitro, amino, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxy and halogen,X.sup.- denotes an anion, andn is 0 or 1,with the proviso that if n is O, R.sub.1 is other than an oxo group and R.sub.1 ' and R.sub.
    Type: Grant
    Filed: July 16, 1981
    Date of Patent: December 6, 1983
    Assignee: Egyt Gyogyszervegyeszeti Gyar
    Inventors: Ibolya Kosoczky, Eva Toncsev, nee Ravasz, Pal Benko, Laszlo Pallos, Lujza Petocz, Sandor Batori, Gyorgy Hajos, Andras Messmer, Katalin Grasser
  • Patent number: 4379166
    Abstract: This invention relates to 5-(2-alkylamino-1-hydroxyethyl)salicylamides and 4-(2-alkylamino-1-hydroxyethyl)-2-(methylsulfinyl)phenols wherein the alkyl group is substituted by arylmethoxy, arylmethylthio, heteroarylmethoxy, or heteroarylmethylthio, pharmaceutical compositions thereof, and their use as cardiovascular agents.
    Type: Grant
    Filed: August 3, 1981
    Date of Patent: April 5, 1983
    Assignee: Schering Corporation
    Inventors: Bernard R. Neustadt, Elijah H. Gold
  • Patent number: 4368068
    Abstract: This invention relates to herbicidal benzotriazine derivatives, herbicidal compositions containing said derivatives, and methods of using said derivatives as herbicides.
    Type: Grant
    Filed: January 15, 1981
    Date of Patent: January 11, 1983
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Raymond W. Luckenbaugh
  • Patent number: 4310347
    Abstract: The invention concerns novel compounds of the formula I ##STR1## The compounds are herbicides and in further embodiments the invention provides processes for the preparation of compounds of formula I, intermediates useful in the preparation of compounds of formula I, herbicidal composition containing as active ingredient a compound of formula I, and processes for severely damaging or killing unwanted plants by applying to the plants or to the growth medium of the plants an effective amount of a compound of formula I.
    Type: Grant
    Filed: August 25, 1980
    Date of Patent: January 12, 1982
    Assignee: ICI Australia Limited
    Inventors: Alexander Serban, Graeme Farquharson, Jack Lydiate, Graham J. Bird
  • Patent number: 4309211
    Abstract: The invention concerns novel compounds of the formula I ##STR1## The compounds are herbicides and in further embodiments the invention provides processes for the preparation of compounds of formula I, intermediates useful in the preparation of compounds of formula I, herbicidal compositions containing as active ingredient a compound of formula I, and processes for severely damaging or killing unwanted plants by applying to the plants or to the growth medium of the plants an effective amount of a compound of formula I.
    Type: Grant
    Filed: August 13, 1980
    Date of Patent: January 5, 1982
    Assignee: ICI Australia Limited
    Inventors: Alexander Serban, Graeme J. Farquharson, Graham J. Bird, Jack Lydiate
  • Patent number: 4305942
    Abstract: Therapeutic xanthine oxidase inhibitor composition containing as an active ingredient 3-dimethylamino-7-methyl-1,2-(n-propylmalonyl)-1,2-dihydro-1,2,4-benzotria zine dihydrate of the formula ##STR1## Uratic diathesis in warm-blooded animals is therapeutically treated by administering the aforementioned xanthine oxidase inhibitor to such animals, e.g., human, either orally or by means of an injection, thereby inhibiting their xanthine oxidase activity.
    Type: Grant
    Filed: October 28, 1980
    Date of Patent: December 15, 1981
    Assignee: Siegfried Aktiengesellschaft
    Inventors: Kurt Thiele, James S. G. Cox, Johanna Fischer, Ulrich Jahn
  • Patent number: 4298613
    Abstract: Heterocyclic sulfenamides, such as N-[2-chloro-5-(trifluoromethyl)phenyl]-N-[2,4-dinitro-6-trifluoromethyl)ph enyl]-3-nitro-2-pyridinesulfenamide, are useful as miticides, insecticides, fungicides and ovicides.
    Type: Grant
    Filed: May 5, 1980
    Date of Patent: November 3, 1981
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Gerald E. Lepone
  • Patent number: 4289771
    Abstract: The invention relates to 3-sulphonyl-benzo-1,2,4-triazines and their 1-oxides, useful as antibacterial and antifungal agents. Also included in the invention are methods for the preparation of said benzo-1,2,4-triazine compounds, pharmaceutical compositions containing said benzo-1,2,4-triazines and methods for the use of said compounds and compositions.
    Type: Grant
    Filed: February 29, 1980
    Date of Patent: September 15, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Sasse, Ingo Haller, Manfred Plempel, Hans-Joachim Zeiler, Karl G. Metzger
  • Patent number: 4260751
    Abstract: Pyrazolo[1,2-a][1,2,4] benzotriazines having the formula ##STR1## wherein R.sub.1 is hydrogen, lower alkyl, nitro, amino, lower alkylamino, di(lower alkyl)amino, --SR.sub.4, --OR.sub.4 or halogen;R.sub.2 is hydrogen, lower alkyl or aralkyl;R.sub.3 is hydrogen, lower alkyl or a salt forming ion;R.sub.4 is hydrogen or lower alkyl; and Y is oxygen or sulfur.The compounds are useful as intermediates and as antiinflammatory agents.
    Type: Grant
    Filed: April 28, 1980
    Date of Patent: April 7, 1981
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Uwe D. Treuner
  • Patent number: 4247691
    Abstract: This invention concerns novel 1,2,4-benzotriazine-di-N-oxide derivatives having the general formula ##STR1## wherein X and Y, each independently of the other, represent hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, andR--represents a C.sub.2 -C.sub.8 alkenyl radical which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl or halogen, or represents an aralkenyl radical containing 2 to 8 carbon atoms in the alkenyl moiety,compositions containing the novel compounds and the use of the novel compounds for growth-promoting of domestic animals and productive livestock and for controlling diseases in the field of veterinary medicine.
    Type: Grant
    Filed: February 17, 1978
    Date of Patent: January 27, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter J. Diel
  • Patent number: 4242507
    Abstract: A novel process for the amidation or esterification which comprises reacting a compound having a carboxy group with a compound having an amino or imino group which can be acylated or with a compound having a hydroxy group in the presence of a sulfonic acid ester of the formula:R.sub.1 --SO.sub.2 --OR.sub.2wherein R.sub.1 is an organic group and R.sub.2 O-- is a residue of a strongly acidic N-hydroxy compound as a condensation agent, and a novel sulfonic acid ester useful as such a condensation agent and a process for the preparation thereof.
    Type: Grant
    Filed: February 23, 1978
    Date of Patent: December 30, 1980
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Masumi Itoh, Jiyoji Notani
  • Patent number: 4239760
    Abstract: 3-Azolyl-benzo-1,2,4-triazines or 1-oxides thereof of the formula ##STR1## in which X represents halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylmercapto, C.sub.1 -C.sub.4 alkylsulphonyl, nitro or trifluoromethyl,m represents 0, 1, 2, 3 or 4, the substituents X being selected independently of one another when m is 2 or more,n represents 0 or 1 andAz represents a five-membered hetero-aromatic ring with 2 or 3 nitrogen atoms, which is bonded via nitrogen and which can be optionally substituted, which possess fungicidal and bactericidal properties.
    Type: Grant
    Filed: January 8, 1979
    Date of Patent: December 16, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Sasse, Walter Gauss, Paul-Ernst Frohberger, Peter Kraus, Volker Paul
  • Patent number: 4230851
    Abstract: .alpha.-Acylacetamide 2-equivalent yellow couplers may be prepared by reacting .alpha.-halo-.alpha.-acyl-acetamides with phenols or NH-acidic organic compounds in the presence of a non-alkylatable bicyclic nitrogen-containing base, such as 1,5-diazabicyclo[4,3,0]non-5-ene or 1,8-diazabicyclo[5,4,0]-undec-7-ene.
    Type: Grant
    Filed: September 12, 1979
    Date of Patent: October 28, 1980
    Assignee: AGFA-Gevaert, A.G.
    Inventors: Gunter Renner, Quirin Scheben
  • Patent number: 4228279
    Abstract: In the reaction of a halomethylbenzazamide with an O,O-di-lower alkyl-thiolphosphoric acid ester to form an ester in accordance with the equation ##STR1## in which Y is oxygen or sulfur, andM is an alkali metal or ammonium cation,the improvement which comprises starting the reaction at a pH from about 2.5 to 5.5, whereby the desired reaction product is produced in higher yield and assay.
    Type: Grant
    Filed: August 28, 1979
    Date of Patent: October 14, 1980
    Assignee: Mobay Chemical Corporation
    Inventors: Vidyanatha A. Prasad, James H. Vines
  • Patent number: 4160833
    Abstract: This invention concerns new 1,2,4-benzotriazine-1,4-di-N-oxide derivatives corresponding to the formula ##STR1## wherein X and Y each independently represent hydrogen, alkyl or alkoxy having 1 to 4 carbon atoms, phenoxy, or halogen, andZ stands for a group of the formula ##STR2## wherein R.sub.1 represents alkoxy having 1 to 6 carbon atoms, aralkoxy having 1 to 4 carbon atoms within the alkoxy portion, or a heterocyclic radical having 5 to 6 ring members, with the proviso that if the heterocyclic radical contains an N-atom as ring member, this N-atom is not attached to the carbonyl group, or for a group of the formula ##STR3## wherein R.sub.2 and R.sub.3 each independently represents aralkyl containing 1 to 4 carbon atoms in the alkyl portion, or a heterocyclic radical having 5 to 6 ring members, 1 or 2 of which are hetero atoms, or a group of the formula ##STR4## wherein R.sub.4 and R.sub.5 each independently represents hydrogen or alkyl having 1 to 4 carbon atoms, and R.sub.
    Type: Grant
    Filed: October 19, 1977
    Date of Patent: July 10, 1979
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter J. Diel
  • Patent number: 4154929
    Abstract: The discovery of 9-(2-pyridyl)-acenaphtho[ 1,2-e]-as-triazine and its sulfonated form, having particular advantages when used as both a chelator and indicator of ferrous ions in organic or aqueous mediums; a process for the synthesis of those compounds in which hydrazine is used as both a reactant and as a solvent in production of intermediate compounds, eliminating the need of ethanol and the disadvantageous ether-extraction step; the use of N,N-dimethylformamide as a reaction solvent in the production of triazines; the use of the new triazine compounds to measure iron, transferrin, and UIBC/TIBC in biological systems; the use of dimethylsulfoxide and certain processes to eliminate interferences commonly encountered in these assays; and the use of the triazine compounds to measure both total and/or reduced iron in a variety of matrices.
    Type: Grant
    Filed: August 16, 1976
    Date of Patent: May 15, 1979
    Assignee: American Monitor Corporation
    Inventors: Mark C. Outcalt, Jerry W. Denney
  • Patent number: 4138557
    Abstract: 2-Equivalent yellow couplers for the production of yellow dye images in color photographic silver halide materials have as splittable group a nitrogen-containing 6-membered heteroaromatic ring which is linked by the said nitrogen atom to the coupling position of the coupler molecule, contains a carbonyl group adjacent said nitrogen, and also contains one or two additional nitrogens as well as a fused-on aromatic carbocyclic ring. When the heteroaromatic ring contains two additional nitrogens, all three nitrogens are vicinal; when it contains only one additional nitrogen, the splittable group is a 1,3-quinazolinone-4 having at least one carboxy, lower-aliphatic-alcohols-esterified carboxy, nitro, methyl or chloro substituent.
    Type: Grant
    Filed: March 14, 1977
    Date of Patent: February 6, 1979
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Immo Boie, Gunter Renner, Friedrich-Wilhelm Kunitz
  • Patent number: 4133955
    Abstract: A one-stage process for the production of a 2-equivalent acylacetamide yellow coupler, in which one hydrogen atom of the .alpha.-methylene group of the acyl acetamide coupler molecule is substituted by a group which is attached through an oxygen or nitrogen atom and which can be split off during chromogenic development with an oxidized color developer containing a primary aromatic amino group, which process is carried out by reactingA 4-equivalent acylacetamide yellow coupler withA compound containing an aromatic hydroxyl group or an --NH-- group in a heterocyclic ringIn the presence of a halogen, or an agent which releases halogen, andA basic condensation agentIn a substantially aprotic solvent.
    Type: Grant
    Filed: October 6, 1976
    Date of Patent: January 9, 1979
    Assignee: AGFA-Gevaert Aktiengesellschaft
    Inventor: Gunter Renner
  • Patent number: 4116953
    Abstract: Compounds of the formula ##STR1## in which K is the radical of a coupling component;X is hydrogen, chloro, bromo, methyl or nitro; andY is hydrogen, chloro, bromo or methyl.The compounds are eminently suitable as pigments for coloring printing inks, surface coatings and resins with exceptional fastness properties.
    Type: Grant
    Filed: September 16, 1976
    Date of Patent: September 26, 1978
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Dimroth, Helmut Junge, Peter Tonne, Rolf Urtel
  • Patent number: 4093807
    Abstract: A new .beta.-lactam system containing a tricyclic ring nucleus is disclosed. In addition to the .beta.-lactam, the new nucleus contains a cyclic hydrazide moiety. The compounds have antibacterial activity.
    Type: Grant
    Filed: June 27, 1977
    Date of Patent: June 6, 1978
    Assignee: SmithKline Corporation
    Inventor: Carl David Perchonock
  • Patent number: 4091098
    Abstract: 3-(1-Piperazinyl)-1,2,4-benzotriazines, N-oxides and pharmaceutically acceptable salts thereof have serotoninmimetic activity. They are prepared by treating 3-halo-1,2,4-benzotriazines or N-oxides thereof with piperazine.
    Type: Grant
    Filed: April 25, 1977
    Date of Patent: May 23, 1978
    Assignee: Merck & Co., Inc.
    Inventor: William C. Lumma, Jr.
  • Patent number: 4080192
    Abstract: Novel compounds of formula I or II, agricultural compositions containing them, and the method of use of these compounds as general herbicides for the pre- or post-emergence control of undesired vegetation. ##STR1## wherein:V is hydrogen, fluorine, chlorine, bromine, methyl or --OR wherein R is alkyl of 1 to 4 carbon atomsX is hydrogen, fluorine, chlorine, bromine, cyano, methyl, methoxy or nitro;Y is hydrogen, fluorine, chlorine, bromine or methyl;n is 3, 4, or 5; andQ is oxygen or sulfur.
    Type: Grant
    Filed: April 14, 1977
    Date of Patent: March 21, 1978
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Anthony David Wolf
  • Patent number: 4076494
    Abstract: Disclosed is a preparation, for use in the production of inks for transfer printing, which preparation comprises, in intimate admixture, a disperse dye and/or dispersion optical brightener, sublimable in the range of from 180.degree. to 220.degree. C, and a dispersing aid being a compound of formula I, ##STR1## in which R.sub.1, R.sub.2 and R.sub.3, independently, are straight or branched chain C.sub.2-8 alkylene radicals, the OH groups being bound other than onto the carbon atoms adjacent the nitrogen atoms,The production and use thereof.
    Type: Grant
    Filed: November 3, 1976
    Date of Patent: February 28, 1978
    Assignee: Sandoz Ltd.
    Inventors: Johann Schuster, Karl Taubert
  • Patent number: 4067981
    Abstract: 7-Substituted-benzo-1,2,4-triazine-3-ethers of the formula ##STR1## in which R is alkyl with up to 8 carbon atoms optionally substituted by halogen or lower alkoxy, or alkenyl with 3 to 6 carbon atoms, andX is halogen, trifluoromethyl or alkoxy with up to 4 carbon atoms,Which possess fungicidal, bactericidal, insecticidal and acaricidal properties.
    Type: Grant
    Filed: August 26, 1976
    Date of Patent: January 10, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Sasse, Paul-Ernst Frohberger, Hans Scheinpflug
  • Patent number: 4042587
    Abstract: New 1,2,4-dihydrotriazine-4-oxides and a new process for the manufacture of 1,2,4-dihydrotriazine-4-oxides by reaction of oximino-cycloalk-1-enes, which are substituted in the 1-position, with hydrazine and ketones. The compounds I are pesticides and starting materials for the manufacture of pesticides.
    Type: Grant
    Filed: June 1, 1976
    Date of Patent: August 16, 1977
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Martin Weitz, Rolf Fischer, Dieter Lenke
  • Patent number: 4042588
    Abstract: 1,2,4-Dihydrotriazine-4-oxide-spiro-(3,1')-[oximino-(2')-cycloalkanes] are manufactured by reaction of oximinocycloalk-1-enes, substituted in the 1-position, with hydrazine. The products, especially the triazine derivative described in Example 1, possess antiphlogistic properties and are starting materials for the manufacture of dyes and pharmaceuticals.
    Type: Grant
    Filed: June 1, 1976
    Date of Patent: August 16, 1977
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Martin Weitz, Rolf Fischer, Dieter Lenke